HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → 6-Chloro-4-(6-(4-methylpiperazin-1-ylmethyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 6-Chloro-4-(6-formyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one | HCID 86611608 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Chloro-4-(6-(4-methylpiperazin-1-ylmethyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one | HCID 68682159 | — |
Reaction Steps
6-Chloro-4-(6-formyl-1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one is dissolved in dichloro-methane. 4-Methylpiperazine and acetic acid are added. After 15 minutes, sodium triacetoxyborohydride is added in several portions over the course of 3 hours. After conversion is complete, saturated aqueous NaHCO3 solution is added and the reaction solution is stirred until no further CO2 evolution is observed. It is diluted with dichloromethane, and the aqueous phase is extracted with dichloromethane. The combined organic phases are dried with MgSO4, and the solvent is removed in a rotary evaporator.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07727989B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-e36806988f24499e97201003b5c7807a |
| Source note | uspto-grants-2010_06 |